AC-CYS(TRT)-OH

Base Information

• Chemical Name: AC-CYS(TRT)-OH
• CAS No.: 27486-87-9
• Molecular Formula: C24H23 N O3 S
• Molecular Weight: 405.518
• Hs Code.: 2930909090
• Mol file: 27486-87-9.mol

Synonyms:Alanine,N-acetyl-3-(tritylthio)-, L- (8CI); N-Acetyl-S-trityl-L-cysteine; NSC 124673

Chemical Property of AC-CYS(TRT)-OH

Chemical Property:

• Boiling Point: 619.6±55.0 °C(Predicted)
• PKA: 3.50±0.10(Predicted)
• PSA: 91.70000
• Density: 1.227±0.06 g/cm3(Predicted)
• LogP: 4.69190
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-S-trityl-L-cysteine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AC-CYS(TRT)-OH

There total 4 articles about AC-CYS(TRT)-OH which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

N-acetylcystein (616-91-1,7696-05-1) + trityl chloride (76-83-5) → N-acetyl-S-trityl-L-cysteine (27486-87-9)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1039/c0ob00646g

Reference yield: 79.5%

triphenylmethyl alcohol (76-84-6) + N-Acetylcysteine (7218-04-4,26117-28-2,616-91-1,7696-05-1) → S-Tritylmercapturic acid (27486-87-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/c9cc07590a

Reference yield: 60.2%

S-trityl-L-cysteine (2799-07-7) + acetic anhydride (108-24-7) → N-acetyl-S-trityl-L-cysteine (27486-87-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 12h; pH=9 - 10;

DOI:10.1021/ol061098a

upstream raw materials:

triphenylmethyl alcohol

N-Acetylcysteine

N-acetylcystein

trityl chloride

Downstream raw materials:

2-acetylamino-N-[2-(3,4-dihydroxy-phenyl)-ethyl]-3-tritylsulfanyl-propionamide

N-methylmorpholine hydrochloride

N-(N-acetyl-S-trityl-L-cysteinyl)-S-acetylcysteamine

Ac-Cys(Trt)-ONSu

Refernces

• 1、 Yuan, Yuan,Xiao, Yu-Wei,Yan, Xiao-Sheng,Wu, Si-Xian,Luo, Huan,Lin, Jian-Bin,Li, Zhao,Jiang, Yun-Bao. "Supramolecular chirality of coordination polymers of Ag+ with a chiral thiol ligand that bears a β-turn structure". . p. 12849 - 12852. Retrieved 2019.
• 2、 Cacciatore, Ivana,Di Giulio, Mara,Fornasari, Erika,Di Stefano, Antonio,Cerasa, Laura Serafina,Marinelli, Lisa,Turkez, Hasan,Di Campli, Emanuela,Di Bartolomeo, Soraya,Robuffo, Iole,Cellini, Luigina. "Carvacrol codrugs: A new approach in the antimicrobial plan". . . Retrieved 2015/06/02.